South Side Vacation Packages 2026 from $445

South Side flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Pittsburgh Airport

$445

per person

Dec 4 - Dec 6

just found

Roundtrip flight included

Dallas (DFW) to Pittsburgh (PIT)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Stay Pittsburgh

Downtown Pittsburgh

$1,186

per person

Nov 26 - Nov 28

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Pittsburgh (PIT)

Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage, laundry facilities, and a virtual front desk are also on offer.

DoubleTree by Hilton Pittsburgh - Cranberry

$665

per person

Dec 3 - Dec 7

found 24 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Pittsburgh (PIT)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh

$684

per person

Dec 4 - Dec 6

just found

Roundtrip flight included

Dallas (DFW) to Pittsburgh (PIT)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

Hyatt Regency Pittsburgh International Airport

$600

per person

Jan 3 - Jan 6

found 24 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Pittsburgh (PIT)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Stay near popular South Side attractions

Rex Theater

6.0/10 (1 review)

You can get tickets for a performance at Rex Theater on your trip to Pittsburgh. Check out the shops and top-notch restaurants in this family-friendly area.

See properties

Frequently asked questions

How much are vacation packages to South Side?

Travelocity provides package deals to South Side, as well as flights and hotels, from an impressive $445. With the money you save, you could book some cool tours or possibly tack on a few extra nights to your exciting getaway.

Where can I get the best vacation package deals for South Side?

For a fun and affordable package deal to South Side, turn to Travelocity. Select from 400 airlines and 1,000,000 properties around the world to create the ideal adventure — you're spoiled for choice!

Why should I purchase my South Side vacation package via Travelocity?

Incredible savings, loads of inspiring destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Can I save money on my South Side car rental if I combine it with hotels and flights?

Definitely — and if you also add an experience or activity to your South Side vacation package, you'll save some more. With a package from Travelocity, you can find things to do in the area that are just right for you. Then, jump in your rental car and work your way through the list. Geneva State Park is one must-see sight to visit. You'll find it 110 mi from South Side.

What is there to do in South Side?

Follow the lead of fellow travelers and head to Rex Theater. No visit to South Side would feel complete without a stop at this notable attraction.